Holiday rentals with a pool in Hawaiian Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaiian Islands

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost

Home in Waikoloa Village

4.72 out of 5 average rating, 107 reviews

Wonderful Community Home Close to Famous Beaches

Spacious home with AC, located 15 min away from the famous beaches, 5 min away from shopping centers & tons of activities close by Sleeps up to 8 people and an additional option to sleep up to 9 people (please inquire how). You can swim in the community pool, play tennis or play golf (small fee) on our gorgeous course. (driving distance) No Pets or smoking allowed. Kids Deposit Required.Guest must adhere to the community quiet hours of 8pm to 8am. Large group require deposit.Host lives on site.

Guest favourite

Guest house in Kailua-Kona

4.87 out of 5 average rating, 148 reviews

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Top guest favourite

Apartment in Kapaa

4.95 out of 5 average rating, 130 reviews

Kauai Paradise-3 hot-tubs-2Waterslides-2bdrm-3bath

Looking for the perfect Air-Conditioned condo for the ultimate Kaua'i vacation? Our premium condo offers brand new furniture & beds & huge tv's! It’s the perfect place for families to come together for an amazing vacation. Waipouli Resort has Kauai's ONLY heated soft-water relaxing river & walking pool w/ 2 water slides, 3 sand-bottom whirlpool hot tubs, 3 waterfalls & a child-friendly sandy beach & plus beautiful 3rd floor views! Plus I'll send you a list of activities, hikes, beaches & more!

Superhost

Home in Princeville

4.89 out of 5 average rating, 150 reviews

Ocean & Mountain Views - Near Beach! FAST WIFI

The ultimate vacation in paradise! Ocean and Na Pali mountain views with beach access await! Our home features Hypoallergenic shower and soap products for a gentle, skin-friendly experience. Enjoy a modern kitchen with updated countertops, cabinets, and tile work, plus a spacious, air-conditioned living area. Centrally located in Princeville, perfect for remote workers, friends, and families. Minutes from Hanalei Bay, Queens Bath, and top golf, Kauai is at your fingertips. Stay in paradise!

Guest favourite

Home in Kailua-Kona

4.9 out of 5 average rating, 173 reviews

My Kona Paradise

Taxes included in the nightly price. Check our specials by date! Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional service and is sanitized. We want you to be assured that we are doing everything we can to make sure you have a wonderful time in our home. STVR information below.

Superhost

Apartment in Princeville

4.92 out of 5 average rating, 121 reviews

Stunning Views of Paradise - Pool ~ Jacuzzi & BBQ

Spectacular Unobstructed Views - Steps away from the Resort Pool, Jacuzzi and BBQ Grills. The Furnished Patio boasts Stunning Views of the Jungle Valley, Distant Ocean Vista and Waterfalls. The Kitchen is Fully Equipped and ready for your culinary adventures. This rental is centrally located condo in the Heart of Princeville & a few minutes drive to Beautiful Beaches, Shops and Restaurants - Equipped with High Speed Internet / WiFi, Cable TV, Beach Chairs, Towels and Igloo Cooler - NO A/C

Superhost

Apartment in Lahaina

5 out of 5 average rating, 4 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

This resort has the most amazing pool on the island, Salt Water Based !! So easy on the skin ;) Olympic size pool about 2.5 Acres with Slide, waterfalls , plunge pool, volleyball. Snorkel Equipment rental , Beach chairs etc. All you need to have a great Hawaiian Vacation with The Family. Awesome Luau on Site every Teus Night! This price is for scenic if avail. Otherwise upgrade is additional if oceanview is what we have for your dates:) Mahalo For coming back to The West Side Best Side!

Superhost

Flat in Makaha

4.83 out of 5 average rating, 192 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Guest favourite

Cottage in Hanalei

4.94 out of 5 average rating, 321 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

Guest favourite

Apartment in Princeville

4.96 out of 5 average rating, 156 reviews

Beautiful studio in a top resort( pool,jacuzzi,AC)

This very comfortable resort provides 2Swimming pools and 2jacuzzis and Free bike rent and so on. The spacious studio has a comfortable Cal king Size bed with a private full bath. The roomy fully equipped kitchenette. We don't have a hot plate but offers you a dishwasher, Airfly,Electric Skillet, Omelet & Frittata Maker, Mini toaster oven and all kitchen stuff and there are many outdoor BBQ area. We could cook easily simple meal and BBQ.

Guest favourite

Apartment in Koloa

4.98 out of 5 average rating, 47 reviews

Pili Mai 3B: Condo w/Hot Tub, Pool, near beaches

Able to comfortably accommodate up to 10 guests, this rare four-bedroom brand new Pili Mai condo with 3.5 baths is adjacent to the breathtaking Kiahuna Golf Course and minutes to beaches. It features mountain views, central air conditioning, included access to a lovely community pool with gym and spa, an in-suite full-size washer and dryer, and extras such as fast 400-Mbps internet speed and parking for two cars.

Top guest favourite

Apartment in Kailua-Kona

4.99 out of 5 average rating, 122 reviews

Modern condo in Kona- Close to the ocean & dining

Aloha, welcome to Kona Ohana Hale. This newly renovated condo is centrally located in the heart of Kailua-Kona and will be the perfect home base to explore all the island has to offer. The living space displays the photos and paintings by local artist to complement a modern décor. You will be less than 1 mile away from the ocean and walking distance to shopping, dining, groceries stores, bowling, and gyms.